Zumper

Apartments for Rent in Virginia Heights, Winter Park, FL

Average rent

$2,250
decreased by42%

Track prices

Great for

Social life
Wellness
Eco-living

All rentals

1661 Hillcrest Ave - Photo 1 of 1

5d+ ago

Virginia Heights house for rent in Winter Park

Single Family Residence - WINTER PARK, FL

1661 Hillcrest Ave, Winter Park, FL 32789

In-unit laundry | Garage parking | On-site laundry

4 beds

3 baths

$11,000

$10,000

Price drop

House for rent

1250 S Pennsylvania Ave #8 - Photo 1 of 1

5d+ ago

Virginia Heights apartment for rent in Winter Park

$5750 - 3 brm townhome -walkable downtown WP / chain of lake access, private community park.

1250 S Pennsylvania Ave #8, Winter Park, FL 32789

In-unit laundry | Air conditioning | Garage parking

3 beds

2 baths

$5,550

Apartment for rent

Available Jul 14

1250 S Denning Dr #232 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

Condominium - WINTER PARK, FL

1250 S Denning Dr #232, Winter Park, FL 32789

In-unit laundry | On-site laundry | Swimming pool

2 beds

2 baths

$1,900

$1,600

Price drop

Condo for rent

Description

Property Status: Active Less than 1 mile from Rollins College and Park Ave in the highly desirable 32789 Winter Park zip code. This 2-Bedroom, 2-Bath hidden gem backs up to Mead Botanical Gardens. Also, less than 5 miles from from Downtown Orlando. This light-filled home features a brand-new kitchen with granite countertops & appliances, fresh paint, updated bathrooms, new carpet, and modern finishes throughout. Unit also has plantation shutters for added privacy. Enjoy garden views, a heated community pool, and on-site laundry. Adjacent to Mead Botanical Gardens and

700 Melrose Ave #K32 - Photo 1 of 1
Age restricted

5d+ ago

Condo for rent in Winter Park

Condominium - WINTER PARK, FL

700 Melrose Ave #K32, Winter Park, FL 32789

In-unit laundry | Swimming pool | Elevator

1 bed

1 bath

$1,300

Condo for rent

Description

Property Status: Active Discover Winter Park Gardens, an exclusive 55+ community nestled in the heart of historic Winter Park! Welcome to your private oasis at this one-bedroom, one-bathroom condo on the tranquil third floor, accessible by elevator. Enjoy sweeping views of the pool and beautifully landscaped courtyard from your unit, which includes a spacious storage closet in the foyer. Convenience is key with elevator access throughout the building, along with assigned and guest parking available. Dive into summer fun with a sparkling pool surrounded by meticulously main

1094 Azalea Ln #4 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

Condominium - WINTER PARK, FL

1094 Azalea Ln #4, Winter Park, FL 32789

In-unit laundry | Garage parking | Hardwood floor

2 beds

2 baths

$2,695

Condo for rent

Description

Property Status: Pending Location, location, location! Walk to Park Ave., Rollins, Winter Park Tennis Center, Mead Gardens and Foxtail Coffee and more! Hard to find 1st floor 2/2 with garage. Charming details include hardwood floors, fireplace in great room, updated kitchen w/stainless appliances and eat-in area. Split bedrooms; master has walk in closet, dual vanity and separate tub/shower/toilet room. Large paver patio for relaxing and entertaining. Single car garage, plus guest parking. Don't miss this one... Office Phone: (407) 545-6430 Copyright © 2025 Stellar MLS. Al

1096 Azalea Ln - Photo 1 of 1

5d+ ago

House for rent in Winter Park

1096 Azalea Ln, Winter Park, FL 32789

In-unit laundry | Dishwasher | Microwave

3 beds

2 baths

$3,250

House for rent

Description

Rollins Students Welcomed! **Schedule your tour today! Available for Move-in ASAP! Highlights: STAINLESS STEEL APPLIANCES |OPEN FLOOR PLAN| WOOD FLOORS | 2 BALCONIES | 2 CAR GARAGE | MINUTES FROM ROLLINS COLLEGE | Welcome to Winter Park, a charming city known for its rich history and vibrant culture. This 3 bedroom 2 bathroom condo, is perfectly located just minutes away from Rollins College and all of the shopping and restaurants that Park Ave has to offer. This beautiful 2nd story unit welcomes you with dark wood flooring and tons of natural light throughout giving

Find rentals with popular amenities

Balcony

Storage

Garage Parking

In-Unit Laundry

645 Huntington Ave - Photo 1 of 1

13h ago

Townhouse for rent in Winter Park

645 Huntington Ave, Winter Park, FL 32789

In-unit laundry | Dishwasher | Outdoor space

2 beds

2 baths

$2,395

House for rent

Description

**Free application fee for Active and Retired Military** Live in style in this renovated 2-bedroom, 2.5-bath townhome located in the heart of Winter Park. The modern kitchen features stainless steel appliances, granite counters, and upscale finishes. Both bedrooms offer private balconies, and the master includes a versatile loft space, great for a workspace or lounge. The home also comes equipped with a front-load washer and dryer. Outside, enjoy a private fenced patio with a newly built deck and accent wall, perfect for summer get-togethers along with a covered carport f

645 Huntington Ave #7 - Photo 1 of 1

10h ago

House for rent in Winter Park

645 Huntington Ave #7, Winter Park, FL 32789

In-unit laundry | Assigned parking | Concierge service

2 beds

2 baths

$2,395

House for rent

Available Jun 30

Description

**Free application fee for Active and Retired Military** Live in style in this renovated 2-bedroom, 2.5-bath townhome located in the heart of Winter Park. The modern kitchen features stainless steel appliances, granite counters, and upscale finishes. Both bedrooms offer private balconies, and the master includes a versatile loft space, great for a workspace or lounge. The home also comes equipped with a front-load washer and dryer. Outside, enjoy a private fenced patio with a newly built deck and accent wall, perfect for summer get-togethers along with a covered carport f

The best of Zumper, delivered

Be the first to hear about new listings matching your search.

Email
By clicking submit, I accept Zumper's Terms and Conditions, Privacy Policy, and Community Values.
830 Douglas Ave - Photo 1 of 1

4d ago

House for rent in Winter Park

Single Family Residence - WINTER PARK, FL

830 Douglas Ave, Winter Park, FL 32789

In-unit laundry | Ceiling fan | Dishwasher

4 beds

2 baths

$3,500

$3,295

Price drop

House for rent

Description

Property Status: Active Beautifully renovated home featuring a split floor plan & elegant woodgrain tile flooring throughout. The kitchen is filled with natural light and boasts granite countertops, wood cabinetry and stainless steel appliances. Which seamlessly flows into the spacious living area - perfect for entertaining. Both bathrooms have been tastefully renovated. Next step outside to a large , fully fenced backyard offering generous green space, paved areas ideal for outdoor dining, and a serene setting to relax and enjoy nature. Washer/Dryer included. Applicati

851 Miles Ave #21 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

Condominium - WINTER PARK, FL

851 Miles Ave #21, Winter Park, FL 32789

In-unit laundry | Swimming pool | Ceiling fan

2 beds

1 bath

$1,695

Condo for rent

Description

Property Status: Active Enjoy a quiet but beautiful space at Aragon Condominiums. This first-floor corner unit allows for privacy with only one adjoining neighbor. It is a perfect place to call home with upgrades all around, including granite countertops, washer and dryer in unit, and a community pool just right outside your door. It is conveniently located in Winter Park, where you can enjoy many shops, restaurants, and more. Publix, Bank of America are steps away. Office Phone: (407) 599-7070 Copyright © 2025 Stellar MLS. All rights reserved. All information provided by

Advertisement

Nearby rental good for eco-living

Nearby rental good for wellness

Nearby rental good for wfh

1450 Cavendish Rd - Photo 1 of 1

5d+ ago

House for rent in Winter Park

Single Family Residence - WINTER PARK, FL

1450 Cavendish Rd, Winter Park, FL 32789

In-unit laundry | Garage parking | Ceiling fan

2 beds

1 bath

$2,100

House for rent

Description

Property Status: Pending WINTER PARK - Located in the highly desirable ORWIN MANOR neighborhood, this charming one-story 2BR/1BA single-family home offers 1,027 sq ft of living space, thoughtfully blending its original character with modern updates. The living room provides a comfortable and cozy gathering space, while the adjoining dinette is filled with natural light, creating an inviting setting for casual meals or morning coffee. Both bedrooms include spacious closets for ample storage. Recent upgrades include new LG stainless range and refrigerator, low-maintenance

848 Miles Ave - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Park

848 Miles Ave, Winter Park, FL 32789

In-unit laundry | Garage parking | Dishwasher

2 beds

1 bath

$2,250

House for rent

Description

Spacious 2 bedroom, 1.5 bath townhouse located right in Winter Park, minutes from I-4, Downtown Winter Park and Park Ave. Single car garage, fenced in backyard, carpet in bedrooms and living room, ceramic tile in kitchen/dining and bathrooms. Includes all appliances, washer/dryer, microwave, glass top range, refrigerator with ice maker, and dishwasher with disposal. Give our property manager a call to schedule a showing, 407-668-0151. Not available for showings until October 1st - keep this property on your watch list! Minimum qualifications to apply: good credit, good

1357 Indiana Ave - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Park

Half Duplex - WINTER PARK, FL

1357 Indiana Ave, Winter Park, FL 32789

In-unit laundry | Ceiling fan | Carpet

2 beds

2 baths

$1,800

Apartment for rent

Description

Property Status: Pending One or more photo(s) has been virtually staged. MOVE IN READY - Very nice 2 Bed + 2 Bath ½ Duplex in awesome Winter Park location. Unit has two primary bedrooms, each with its own en-suite bath. Spacious main living area offers a lovely great room and open kitchen combo that is perfect for entertaining. Kitchen has lovely countertops, quality appliances and cabinets, and high top eat-in bar. No carpet. Sliding glass door opens to cute patio. Reserved parking on paver area. You’ll love living in the heart of Orlando and Winter Park - just minutes to

690 Osceola Ave #407 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

Condominium - WINTER PARK, FL

690 Osceola Ave #407, Winter Park, FL 32789

In-unit laundry | Garage parking | Balcony

1 bed

1 bath

$2,250

Condo for rent

Description

Property Status: Active Welcome to breathtaking waterfront living at Lake Virginia Condo community in Winter Park. Gorgeous water views from every room in this fourth floor, 915 sqft, 1-bedroom, 1.5-bathroom end unit overlooking Lake Virginia and the Lake Virginia-Osceola Canal. Step inside and immediately you’re greeted by Lake Virginia through the large floor to ceiling sliders. The roomy bedroom and bathroom provide comfort and convenience, while a private balcony off the master bedroom invites you to unwind by the water. The L-shaped kitchen is large enough to cook and

851 Miles Ave #8 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

Condominium - WINTER PARK, FL

851 Miles Ave #8, Winter Park, FL 32789

Swimming pool | Hardwood floor | Ceiling fan

2 beds

1 bath

$1,825

$1,705

Price drop

Condo for rent

Description

Property Status: Active UNBELIEVABLE PRICE DROP! This gorgeous 2 bedroom 1 bathroom condo is ready to go, and priced for you! This unit is a second floor corner condo, located in the serene and peaceful Aragon Condo community. Centrally located in Winter Park, only 5 minutes to downtown, Rollins College, Orlando Health and so much more. Featuring an open floor plan, stainless steel appliances, wood flooring throughout, and plenty of closet space, this condo is only missing one thing.....YOU! Enjoy Winter Park living at its finest. Upon signing a lease, you will receive $50

1253 Indiana Ave - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Park

Townhouse - WINTER PARK, FL

1253 Indiana Ave, Winter Park, FL 32789

In-unit laundry | Garage parking | Dishwasher

3 beds

2 baths

$3,100

House for rent

Description

Property Status: Pending Lovely townhouse in upscale Winter Park. All bedrooms upstairs. Great screened patio that connects to the garage. Walking distance to amazing restaurants and close to Downtown Winter Park and shopping. Office Phone: (407) 461-0699 Copyright © 2025 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

Find sweet deals near Virginia Heights

These rentals are 10%-30% cheaper than the local average price for similar rentals.

851 Miles Ave #9 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

Condominium - WINTER PARK, FL

851 Miles Ave #9, Winter Park, FL 32789

In-unit laundry | Assigned parking | Swimming pool

2 beds

1 bath

$1,850

$1,695

Price drop

Condo for rent

Description

Property Status: Active Imagine living in this completely renovated two-bedroom, one-bathroom second-floor condominium unit near downtown Winter Park at Aragon Condos. This intimate, two-building, two-story condominium community comprises just twenty-eight units focused around a central courtyard. Features include: • Recently remodeled kitchen including all cabinetry, countertops, marble tile backsplash, fixtures, and appliances; • Recently remodeled bathroom including all tile, flooring, cabinetry, and fixtures; • In-unit stacked washer and dryer; • Hardwood

1288 Michigan Ave - Photo 1 of 1

5d+ ago

House for rent in Winter Park

5 beds

3 baths

$3,650

$3,550

Price drop

House for rent

Description

5 bedrooms, 3 bathrooms super close to Winter Park Village and conveniently located close to all Winter Park activities. Lots of remodeling!! No garage, large treed backyard! Please call or text Carol at 407-325-7304 for more information or to schedule a viewing.

Advertisement
690 Osceola Ave #502 - Photo 1 of 1

12h ago

Condo for rent in Winter Park

Condominium - WINTER PARK, FL

690 Osceola Ave #502, Winter Park, FL 32789

In-unit laundry | Air conditioning | Garage parking

2 beds

2 baths

$3,300

$2,950

Price drop

Condo for rent

Description

Property Status: Active Immaculate renovated lakefront condo with partial views of Lake Virginia and the Downtown skyline. Location, location, location!! Walking distance to Winter Park’s iconic Park Avenue and Rollins College. Open concept living space includes new chef’s kitchen with quartz counter tops, stainless steel Samsung appliances, recessed lighting and expansive bar seating. The large living space allows for multiple furniture layouts depending on your needs, as well as abundant natural light from large windows spanning the full width of the room. Spacious Maste

1235 Ayrshire St - Photo 1 of 1

5d+ ago

Orwin Manor house for rent in Orlando

House for rent

Description

This charming, single-story home is nestled in a serene suburban neighborhood. The house features a clean, light-colored exterior with a welcoming front yard adorned with vibrant plants and neatly trimmed grass. A large oak tree with hanging Spanish moss frames the view, adding a touch of Southern charm. The house boasts a double garage with white doors, providing ample parking space. Large windows along the front façade allow for plenty of natural light, enhancing the home's warm and inviting atmosphere.

147 S Interlachen Ave #250 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Park

Coming soon Walk to Park Ave. 3 Bedroom 5 Bathroom 3320 s.f. -Single level condo.

147 S Interlachen Ave #250, Winter Park, FL 32789

In-unit laundry | Air conditioning | Garage parking

3 beds

5 baths

$10,500

Apartment for rent

Available Oct 8

Description

Coming soon, Enjoy Winter Park's most desirable location! One block from Park Avenue/Central Park. Spacious, bright and all on the second floor with private elevator access and secured underground parking. Luxury living all on ONE floor! This beautiful home offers a short walk to everything Winter Park has to offer. Natural light fills the central courtyard which features an iron water fountain. Private pool with heated spa and outdoor grilling and entertaining area are a perfect spot to entertain guests. Interior features include fireplaces in living room, 2 South West fa

Listings within 5 miles
850 W Canton Ave - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

850 W Canton Ave, Winter Park, FL 32789

In-unit laundry | Dishwasher | Oven

2 beds

2 baths

$2,600

House for rent

Description

This beautifully maintained single-family home offers 2 bedrooms, 2 full bathrooms, a bright sunroom, and a versatile bonus room perfect for a home office, guest space, or hobby room. Easy-care tile flooring runs throughout, creating a clean and modern feel. The galley-style kitchen shines with granite countertops, stainless steel appliances, and an in-home washer and dryer for convenience. With approximately 1,200 sq. ft. of thoughtfully designed living space, there’s plenty of room to relax, work, and entertain. Step outside to enjoy a newly fenced-in backyard a privat

151 N Orlando Ave #131 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

Condominium - WINTER PARK, FL

151 N Orlando Ave #131, Winter Park, FL 32789

In-unit laundry | Garage parking | On-site laundry

2 beds

1 bath

$3,000

Condo for rent

Description

Property Status: Pending Enjoy lakefront living in this 2-bedroom, 1-bath end-unit condo in Lake Killarney Condos. Located on private, navigable Lake Killarney, this fully renovated home offers stunning sunset views from the living room, kitchen, dining area, and master bedroom. The unit features high ceilings, bamboo wood flooring, recessed lighting, a modern kitchen with granite countertops, stainless steel appliances, and a large island. The bathroom includes upgraded fixtures, shower cubbies, and a custom vanity, while the master bedroom has an expanded closet system.

3851 Ethan Ln #3851 - Photo 1 of 1

5d+ ago

Baldwin Park townhouse for rent in Orlando

Baldwin Park Townhome

3851 Ethan Ln #3851, Orlando, FL 32814

In-unit laundry | Air conditioning | Garage parking

2 beds

2 baths

$3,750

House for rent

Available Nov 1

Description

Light and bright 2 bedroom, 2.5 bathroom, detached 2 car garage townhouse in Orlando. Private brick patio. Amenities included: high speed internet, central air, central heat, refrigerator, dishwasher, black stainless steel appliance, washer, dryer, yard, and 3 Baldwin Park community pools, 2 fitness centers, many green spaces . Utilities not included. Date Available: Nov. 1 2025 (earlier availability possible in September) $3,750/month rent. $3,750 security deposit required. Please submit the form on this page or contact Leah at 321-662-5324 to learn more. This property is

1500 Michigan Avenue- Unit B - Photo 1 of 1

5d+ ago

7.7

Very good

1500 Michigan Avenue- Unit B

1500 Michigan Ave Apt B, Fairview Shores, FL 32789

2 beds

1 bath

$1,549

Apartment for rent

Description

This charming 2-bedroom, 1-bathroom apartment offers comfortable living space in a prime Winter Park location. Situated just around the corner from Orlando and Orange Avenues, residents enjoy easy access to downtown Orlando, Florida Hospital's main campus, I-4, and a variety of dining and entertainment options that make Winter Park one of the most desirable places to live. The home features a flexible living room/kitchen combination, providing a cozy and functional layout. Act now! This one won't last long! All applicants are required to do a credit and background check. R

Showing 1 - 25 of 25 results
Home > Apartments in Winter Park > Virginia Heights Apartments For Rent
Updated: September 16, 2025

Are you a rental professional?

Try our tenant screening, or post rental listings to Zumper, Craigslist Winter Park, and more.

Learn more about renting in Virginia Heights, Winter Park, FL

Virginia Heights, Winter Park apartment availability

Virginia Heights offers a limited selection of rental listings, with an average of about 2 rentals available each month. The majority of these listings are 1-bedroom apartments, followed by 2-bedroom and 3-bedroom options. Renters looking for a smaller, more intimate community may find Virginia Heights to be a good fit. With its limited but varied selection of rentals, Virginia Heights may appeal to those seeking a more low-key living environment.

Methodology: How we got this data

Zumper’s proprietary rental data fuels our analysis. Rent and market trends, availability, neighborhood popularity, and lifestyle scores are all calculated using real-time and 2024 rental inventory and prices.

Our Lifestyle Categories ("great for eco-living," "great for social life," "great for pet owners," etc.) are determined by set criteria, against which we score each listing and its available features. At the neighborhood level, we calculate the listing count for each category to determine which lifestyles best fit each area.

Zumper, founded in 2012, is North America’s largest privately-owned rental platform, offering over 1 million listings across the U.S. and Canada. Stay informed on the latest trends and shifts in the rental market with our monthly National Rent Report, your go-to resource for key insights into the evolving rental landscape.

Virginia Heights Apartments for rent FAQ

What is the average size of an apartment in Virginia Heights, FL?

The average size of a 3 bedroom apartment rental in Virginia Heights is 1957 square feet.

Can I afford an apartment for rent in Virginia Heights, FL?

To help you better understand how much rent you can afford, check out Zumper's rent calculator. Our rent calculator can help you learn more about Virginia Heights average rent prices.

What type of apartment rental is most common in Virginia Heights, Winter Park, FL?

4+ bedroom apartments are the most common type of rentals in Virginia Heights, Winter Park, FL right now.

What type of apartment rental is least common in Virginia Heights, Winter Park, FL?

3 bedroom apartments are the least common type of rentals in Virginia Heights, Winter Park, FL right now.

Looking for apartments in Virginia Heights, Winter Park, FL near you?

🔑Available apartment rentals25
💰Best rent deal700 Melrose Ave #K32
Popular amenities, ,
🧦In-unit laundry
🍽With dishwasher
🏠With photos